Structural features and catalytic reactivity of [Pd{(Ph2P)2N(CH2)3 Si(OCH3)3-jP,P0}I2] and related complexes in hydroalkoxycarbonylation and Suzuki–Miyaura C-C cross-coupling reactions

Stamatopoulos, Ioannis K. and Kapsi, Maria and Roulia, Maria and Vougioukalakis, Georgios C. and Raptopoulou, Catherine P. and Psycharis, Vassilis and Kostas, Ioannis D. and Kollár, László and Kyritsis, Panayotis (2018) Structural features and catalytic reactivity of [Pd{(Ph2P)2N(CH2)3 Si(OCH3)3-jP,P0}I2] and related complexes in hydroalkoxycarbonylation and Suzuki–Miyaura C-C cross-coupling reactions. POLYHEDRON, 151. pp. 292-298. ISSN 0277-5387

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Abstract

The synthesis, as well as the structural and spectroscopic characterization of the palladium(II) complex [Pd{(Ph2P)2N(CH2)3Si(OCH3)3-jP,P0}I2], bearing the bis(phosphino)amine ligand (P,P) = (Ph2P)2N(CH2)3 Si(OCH3)3, is described. X-ray crystallography studies revealed a square planar PdP2I2 coordination sphere, the structural features of which are compared with those of analogous nickel(II), palladium(II) and platinum(II) complexes. The three complexes [Pd(P,P)X2], X = Cl, Br, I, along with [Pd{(Ph2P)2N((S)- CHPhMe)-jP,P0}Cl2] and [Pd{(Ph2PSe)(Ph2P)N((S)-CHMePh)-jP,Se}Cl2], were tested as catalysts in homogeneous hydroalkoxycarbonylation reactions. The hydroalkoxycarbonylation of styrene proved to be perfectly regioselective towards the branched ester. Complex [Pd(P,P)Cl2] showed remarkably higher activity compared with that of [Pd(P,P)X2], X = Br, I. Furthermore, complex [Pd(P,P)I2] was studied as a homogeneous catalyst precursor in the Suzuki–Miyaura C�C coupling reaction between aryl bromides and phenylboronic acid. Complex [Pd(P,P)I2] was immobilized onto STx–1 montmorillonite clay and the catalytic reactivity of the heterogenized catalyst was also investigated in both hydroalkoxycarbonylation and Suzuki–Miyaura reactions.

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